4-和5-苄基氧基-2-烯基(三丁基)锡烷与乙氧基丁酸酯制备的手性亚胺的远程不对称诱导反应

D. Hallett, E. Thomas
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引用次数: 23

摘要

4-和5-苄基氧氧基-2-烯基(三丁基)锡烷13和18与氯化锡(IV)发生金属化反应,生成中间体丙烯基三氯化锡,与亚胺9和对-9反应,亚胺9是由乙氧基酸丁酯和(R)-或(S)-1-苯乙胺合成的,具有有效的1,5-不对称诱导作用。
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Remote asymmetric induction in reactions between 4- and 5-benzyloxypent-2-enyl(tributyl)stannanes and chiral imines prepared from butyl glyoxylate
Transmetallation of 4- and 5-benzyloxypent-2-enyl(tributyl)stannanes 13 and 18 with tin(IV) chloride generates intermediate allyltin trichlorides which react with imines 9 and ent-9, prepared from butyl glyoxylate and either (R)- or (S)-1-phenylethylamine, with effective 1,5-asymmetric induction.
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